126-33-0Relevant articles and documents
A mild, efficient and selective oxidation of sulfides to sulfoxides
Fraile, Jose M.,Garcia, Jose I.,Lazaro, Beatriz,Mayoral, Jose A.
, p. 1807 - 1808 (1998)
Several titanium derivatives supported on silica have been investigated as catalysts in the sulfide→sulfoxide oxidation; the supported titanium/tartaric acid catalyst is highly suited to reactions carried out with H2O2, leading to high yields and high sulfoxide/sulfone selectivities, while small asymmetric inductions (up to 13%) are observed.
Oxidation of Sulfides with Hydrogen Peroxide to Sulfoxides and Sulfones
Sharipov
, p. 108 - 113 (2003)
Oxidation of sulfides with hydrogen peroxide to sulfoxides and then sulfones was studied. The conditions optimal for the formation of sulfoxides and sulfones were found.
A Simple Metal Free Oxidation of Sulfide Compounds
Wagh, Ravindra B.,Nagarkar, Jayashree M.
, p. 181 - 187 (2017)
Abstract: This work reports simple, efficient, selective protocol for the oxidation of sulfide compounds. Various sulfides were selectively and completely converted into their corresponding sulfoxides and sulfones using H2O2as an oxidant in presence of catalytic amount of caprylic acid. The reaction proceeds at room temperature to give sulfoxide and by increasing the reaction temperature to 50 °C, this system provides selective formation of sulfone with high conversion and excellent yields. Green, convenient, easy work-up, chemoselectivity, broad substrate scope and regeneration of catalyst are the important highlights of this protocol. Graphical Abstract: [Figure not available: see fulltext.] Using H2O2as an oxidant in presence of catalytic amount of caprylic acid various sulfides were selectively and completely converted into their corresponding sulfoxides and sulfones.
Green oxidations. Manganese(II) sulfate aided oxidations of organic compounds by potassium permanganate
Shaabani, Ahmad,Rahmati, Abbas,Sharifi, Masoumeh,Rad, Jafar Mogimi,Aghaaliakbari, Behnaz,Farhangi, Elham,Lee, Donald G.
, p. 649 - 651 (2007)
The oxidation of arenes and sulfides by potassium permanganate was accomplished in good yields under solvent free and heterogeneous conditions when manganese(II) sulfate is used as a solid support. After extraction of the organic products, the inorganic products can be reoxidized to permanganate. This result is important because it provides an approach to oxidation reactions that is, in theory, infinitely sustainable. Springer-Verlag 2007.
Tetrabutylammonium phosphomolybdate on fluorapatite: An efficient solid catalyst for solvent-free selective oxidation of sulfides
Sasaki, Yoh,Ushimaru, Kyohei,Iteya, Katsuma,Nakayama, Hirokazu,Yamaguchi, Shunro,Ichihara, Junko
, p. 9513 - 9515 (2004)
A new synthetic method of sulfoxides and sulfones using solvent-free oxidations of sulfides with urea-hydrogen peroxide complex (urea-H 2O2) and tetrabutylammonium phosphomolybdate catalyst on fluorapatite ((Bu4N)3[PMo12O 40]/FAp). In the solid-phase system the oxidations of aromatic and alkyl sulfides proceeded at 4-25°C and the corresponding sulfoxides or sulfones were selectively obtained in good yields by controlling the amount of urea-H2O2.
A new oxovanadium(IV) complex containing an O,N-bidentate Schiff base ligand: Synthesis at ambient temperature, characterization, crystal structure and catalytic performance in selective oxidation of sulfides to sulfones using H2O2 under solvent-free conditions
Menati, Saeid,Rudbari, Hadi Amiri,Khorshidifard, Mahsa,Jalilian, Fariba
, p. 94 - 102 (2016)
A new bidentate ON Schiff base ligand, HL, was synthesized by simple condensation reaction of isopropylamine and salicylaldehyde. Then by reaction of HL and VO(acac)2 in the ratio of 2:1 at ambient temperature, a new oxovanadium(IV) Schiff base complex, VOL2, was synthesized. The Schiff base ligand and its oxovanadium(IV) complex were characterized by elemental analyses, FT-IR, 1H NMR, 13C NMR and UV-visible spectroscopies. The crystal structure of oxovanadium(IV) complex, VOL2, was also determined by single crystal X-ray analysis. The vanadium center in this structure is coordinated to two bidentate Schiff base ligands with the two nitrogen and two phenolate oxygen atoms in equatorial positions and one oxo oxygen in the axial position to complete the distorted trigonal bipyramidal N2O3 coordination sphere. Catalytic performance of the VOL2 complex was studied in the selective oxidation of thioanisole with the green oxidant 35% aqueous H2O2 under solvent-free conditions and under organic solvents (EtOH, CHCl3, CH2Cl2, DMF, CH3CN, EtOAc) as a model. Due to better catalytic performance of the VOL2 complex under solvent-free conditions, this complex used for the oxidation of the different sulfides to the corresponding sulfones under solvent-free conditions. The use of hydrogen peroxide as oxidant and the absence of solvent makes these reactions interesting from environmental and economic points of view.
Micelle directed synthesis of polyoxometalate nanoparticles and their improved catalytic activity for the aerobic oxidation of sulfides
Maayan, Galia,Popovitz-Biro, Ronit,Neumann, Ronny
, p. 4968 - 4969 (2006)
Micelle directed polyoxometalate nanoparticles were synthesized by depositing H3+xPVxMo12-xO40 (x = 0, 2) by precipitation on micelles prepared from cesium dodecyl sulfate. The cryo-TEM image showed particles of about ～10 nm roughly consistent with the particle size computed from an idealized model. HRTEM coupled with EELS imaging to map the distribution of the elements also supported the formation of micelle directed polyoxometalate nanoparticles. In the aerobic oxidation of various sulfides to sulfoxides and sulfones, the clustered polyoxometalate assemblies supported on hydrophilic silica showed significantly higher catalytic activity versus that of nonclustered assemblies. Copyright
A highly efficient, green, rapid, and chemoselective oxidation of sulfides using hydrogen peroxide and boric acid as the catalyst under solvent-free conditions
Rostami, Amin,Akradi, Jamal
, p. 3501 - 3503 (2010)
We report boric acid as a highly efficient and eco-friendly catalyst for the selective oxidation of sulfides to sulfoxides or sulfones, in excellent yields under solvent-free conditions, using 30% hydrogen peroxide as an oxidant. Various sulfides possessing functional groups such as alcohol, ester, and aldehyde are successfully and selectively oxidized without affecting sensitive functionalities.
Homolytic Displacement at Saturated Carbon. 9. The Reactions of Trichloromethanesulfonyl Chloride with Pent-4-enylcobaloximes and with Olefines. A Novel Route to (Trichloroethyl)sulfolanes via an SHi Mechanism
Ashcroft, Martyn M.,Bougeard, Peter,Bury, Adrian,Cooksey, Christopher J.,Johnson, Michael D.,et al.
, p. 1751 - 1761 (1984)
Pent-4-enylcobaloximes react with trichloromethanesulfonyl chloride in inert solvents under irradiation with tungsten lamps to give good yields of 2-(β,β,β-trichloroethyl)sulfolanes.The same products are formed in the thermal reactions in the presence of an excess of sulfur dioxide.Studies of the reactions of related olefins with trichloromethanesulfonyl chloride catalyzed by the photolysis of secondary organocobaloximes under mild conditions show that substituted 3,3,3-trichloropropyl radicals are capable of capturing sulfur dioxide.This allows us to account for the formation of the sulfolanes by a mechanism which includes a homolytic displacement of cobaloxime(II) from saturated carbon.The latter is confirmed by the observation that the isomers of 2-methyl-5-(β,β,β-trichloroethyl)sulfolane formed from (R)-hex-5-en-2-ylcobaloxime are in substantial enantiomeric excess. 3-Chloro-1,1-dioxothiacyclohexanes formed as minor products indicate that pent-4-ene-1-sulfonyl radicals cyclize to 1,1-dioxothiacyclohex-3-yl radicals rather than to the corresponding five-membered sulfolanylmethyl radicals.
Fast and efficient oxidation of sulfides to sulfones with N,N′-dibenzyl-N,N,N′,N′-tetramethyl diammonium permanganate
Lakouraj,Tajbakhsh,Tashakkorian,Ghodrati
, p. 485 - 490 (2007)
Selective oxidation of sulfides to sulfones was developed using N,N′-dibenzyl-N,N,N′,N′-tetramethylethylene diammonium permanganate. A variety of aromatic and aliphatic sulfides were oxidized to the corresponding sulfones immediately in excellent yields at r.t. Copyright Taylor & Francis Group, LLC.
